| In millions, except per share items | Jan-31-21 | Jan-31-20 | Jan-31-19 | Jan-05-19 | Jan-31-18 |
| | 10-K | 10-K | 10-K | 8-K | 10-K |
| Operating activities | | | | | |
| Net loss | -148.7 | -112.3 | -82.2 | | -70.4 |
| |
| Adjustments to reconcile net loss to net cash from (used in) operating activities: | | | | | |
| Depreciation and amortization | 29.0 | 15.6 | 13.9 | 13.9 | 12.0 |
| Amortization of deferred commissions | 26.8 | 19.0 | 13.2 | | 10.4 |
| Non-cash lease expense | 11.8 | | | | |
| Stock-based compensation expense | 104.8 | 109.5 | 27.9 | 27.9 | 18.2 |
| Lease exit costs | | | | | |
| Amortization of debt issuance costs | 8.7 | | | | |
| Other | 1.8 | -0.7 | -0.4 | | 0.7 |
| Changes in assets and liabilities: | | | | | |
| Trade and other receivables | -30.4 | -43.3 | -16.4 | -16.4 | -12.4 |
| Deferred commissions | -52.8 | -41.4 | -27.2 | -27.2 | -16.0 |
| Prepaid expenses and other current assets | 1.7 | -6.2 | 2.2 | 2.2 | -6.2 |
| Other noncurrent assets | -1.9 | -0.3 | -0.2 | -0.9 | 0.3 |
| Accounts payable | 5.6 | 2.1 | 0.9 | 0.9 | -2.6 |
| Deferred revenue | 24.7 | 49.7 | 42.9 | | 42.7 |
| Accrued expenses and other current liabilities | 7.0 | 20.3 | 6.8 | | 6.0 |
| Other noncurrent liabilities | -3.4 | 0.1 | 0.2 | 0.2 | 11.4 |
| Net cash (used in) provided by operating activities | 1.7 | -1.6 | -15.2 | -15.2 | 16.4 |
| |
| Investing activities | | | | | |
| Purchases of property, equipment and other | -20.8 | -22.0 | -11.3 | | -38.5 |
| Purchase of marketable securities | -394.8 | -182.4 | -18.7 | -18.7 | -37.0 |
| Maturities of marketable securities | 256.2 | 65.9 | 34.8 | | 66.7 |
| Proceeds from sale of marketable securities | 1.1 | 0.5 | 1.3 | | |
| Acquisitions, net of cash acquired | -223.6 | -76.5 | | | |
| Net cash used in investing activities | -381.9 | -216.1 | 6.2 | 6.2 | -8.8 |
| |
| Financing activities | | | | | |
| Proceeds from revolving line of credit | 43.0 | | | | |
| Proceeds from exercise of stock options | 78.6 | 34.0 | 12.1 | 12.1 | 6.1 |
| Proceeds from share purchase plan | 17.8 | | | | |
| Repayment of debt assumed in acquisitions and other | -6.4 | -2.3 | | | |
| Net cash provided by financing activities | 581.4 | 399.7 | 11.4 | 11.4 | 6.0 |
| Effect of exchange rate changes on cash and cash equivalents | 0.3 | 0.0 | -0.2 | | 0.3 |
| |
| Supplemental disclosures of cash flow information | | | | | |
| Cash paid for interest | 1.2 | 0.6 | 0.1 | | 0.0 |
| Cash paid for income taxes | 1.5 | 1.6 | 2.4 | | 0.9 |
| |
| Noncash investing and financing activities | | | | | |
| Other receivables related to stock option exercises | 0.3 | 0.3 | | | |
| Accrued unpaid capital expenditures | 6.1 | 6.1 | 6.5 | | 0.3 |